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37 Burnt Hill Road Winhall VT 05340

Winhall, VT37 Burnt Hill Road

Rental Price$45,000The price has recently decreased

For Rent

MLS Number 5083963

  • Rentals
  • Bedrooms 4
  • Bathroom 4
  • Address 37 Burnt Hill Road
  • Subdivision Strattonwald

Now available for the 26-27 ski season! This spacious, luxurious post-and-beam mountain home has been owner-occupied for past winter weekends, and is now available as the ultimate ski rental just a 7-minute drive to Stratton's base lodge. Beginning with the property's 2-car garage-barn, enviable curb appeal extends throughout. An expansive, well-equipped chef's kitchen offers duel ranges and plenty of counter space for everyone to help out or hang out. Open concept living and dining space are idyllic for aprs-ski memories, flowing into the window-lined bonus room with views of the surrounding forest. A walk-out basement ushers guests downstairs with a bar, pool table, hot tub, and TV for game time. Four bedrooms, four bathrooms, a home gym, and bonus rooms offer space for everyone. Nestled in the desirable Strattonwald community with ski shuttle access right at the driveway for residents and seasonal renters. DATES: 12/2/26-4/11/27. $45,000 for the season.

Listed by Jamie Luke of TPW Real Estate

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Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.48% last updated on 2026-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

35 Strattonwald Road Winhall VT 05340

Winhall, VT35 Strattonwald Road

Rental Price$34,000The price has recently decreased

For Rent

MLS Number 5056988

  • Rentals
  • Bedrooms 4
  • Bathroom 3
  • Address 35 Strattonwald Road
  • Area VT-Bennington

$28,000 Winter Rental Rate | Spend the winter in Vermont at this inviting 4-bedroom, 3-bath Strattonwald chalet, available mid-November through mid-April. Nestled among the woods yet just minutes from Stratton Mountain, this home offers a welcoming retreat and the perfect base for the ski season. The main living area features soaring vaulted ceilings and a pellet stove, creating a bright and cozy space for aprs-ski gatherings. On the lower level, a spacious second living room with its own pellet stove provides additional room to relax, entertain, or enjoy quiet evenings by the fire. A generous mudroom keeps gear organized, and with four comfortable bedrooms and three bathrooms, the home is well-suited for hosting family and friends throughout the season. Enjoy the convenience of the Strattonwald shuttle, which offers easy access to Stratton Mountain without the hassle of driving. This chalet is also pet friendly, so your four-legged friend can share in the adventure. Located in the desirable Strattonwald community, the property combines privacy with accessibility. Stratton Mountain Resort is just a shuttle ride away, while Bromley and Magic Mountain are close by for even more variety. With its thoughtful layout, cozy warmth, and prime location, this home offers an ideal homebase for enjoying winter in Vermont.

Listed by Cheyanne Pugliese of The Haven Group

{$office->Name}

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.48% last updated on 2026-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

65 Cranberry Hill Road Winhall VT 05340

Winhall, VT65 Cranberry Hill Road

Rental Price$32,000The price has recently decreased

For Rent

MLS Number 5075631

  • Rentals
  • Bedrooms 3
  • Bathroom 2
  • Village Bondville
  • Subdivision Strattonwald

Never before offered: This Strattonwald contemporary ski house is a well cared-for home base for all who love the mountain lifestyle, in a private woodland setting just 9 minutes to Stratton's Main Base. The expansive living room is the ultimate gathering spot from morning to night, with soaring cathedral ceilings, a super-cozy wood stove, and extraordinary windows looking out at the private pond. Bedrooms all offer lovely natural light, and the sauna upstairs is perfection at the end of a day of outdoors adventures. Hear the trickle of a nearby stream on days when the ice thaws! Getting to the mountain is easy: The Strattonwald shuttle is available to seasonal renters and owners, stopping right at the driveway in the morning and early afternoon. No need for mountain parking! Available November 20, 2026-April 11, 2027.

Listed by Jamie Luke of TPW Real Estate

{$office->Name}

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.48% last updated on 2026-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

90 Turkey Run Road Winhall VT 05340

Winhall, VT90 Turkey Run Road

Rental Price$30,000The price has recently decreased

For Rent

MLS Number 5000771

  • Rentals
  • Bedrooms 3
  • Bathroom 3
  • Address 90 Turkey Run Road
  • Area VT-Bennington

Intervale Rental. Available for the 26-27 winter season. Also available for summer or fall monthly rental. Entry mud room for boot storage. Main floor has wood burning fire place, and the deck off the living room is a overlooks the pond. Main floor has primary suite. Two bedrooms plus a sleeping loft on the upper floor. One bedroom has an en suite bathroom, and a hallway full bathroom serves the other sleeping spaces. The sleeping loft could be an office, studio, or game room. Shuttle bus to Stratton base area on winter weekends and holidays.

Listed by Christiane Carroccio of TPW Real Estate

{$office->Name}

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.48% last updated on 2026-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

32 Eagle Nest Road Manchester VT 05255

Manchester, VT32 Eagle Nest Road

Rental Price$25,000The price has recently decreased

For Rent

MLS Number 5083057

  • Rentals
  • Bedrooms 3
  • Bathroom 3
  • Address 32 Eagle Nest Road
  • Subdivision Eagle Nest

Enjoy your Vermont ski season 26-27 in this sun-filled, immaculate, centrally-located Manchester townhouse! Eagle Nest is on the "ski" side of town, and also just up the hill from the celebrated Italian market Al Ducci's for aprs ski convenience. This space has three floors, with two living rooms and plenty of room for everyone. Interiors are modern, immaculate and well-curated. Perched just off Depot Street with epic Green Mountain views, inimitable privacy, and charming townhouse architecture. Manchester's celebrated restaurants and shopping are all easily accessible right down the road. Dates: 12/2/26-4/11/27. Price: $25,000 for the season.

Listed by Jamie Luke of TPW Real Estate

{$office->Name}

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

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Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.48% last updated on 2026-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

107 Blueberry Ledge Ridge Plymouth VT 05056

Plymouth, VT107 Blueberry Ledge Ridge, Unit L-45

Rental Price$23,900The price has recently decreased

For Rent

MLS Number 5088618

  • Rentals
  • Bedrooms 3
  • Bathroom 2
  • Area VT-Windsor

Seasonal Rental, $23,900 mid November '26 to mid April '27, plus $4k utility and $4k security deposit. Perched at 1,600 feet elevation between Okemo and Killington, this beautifully furnished 3-bedroom, 2-bath condo at Hawk Resort offers the perfect mountain escape--complete with everything you need to move right in. Step into an open-concept living and dining area that flows onto a private deck through glass sliders--perfect for enjoying the sunsets. The living room features soaring cathedral ceilings, a striking stone fireplace, and abundant natural light, creating a warm and inviting space to unwind after a day on the slopes or trails. The kitchen is equipped with new stainless steel appliances and everything you need for everyday living or entertaining. Each of the three bedrooms is thoughtfully appointed, and two full bathrooms ensure comfort and convenience for guests and family alike. This condo comes fully furnished, including all furniture, kitchenware, linens, and essential household items--just bring your suitcase. There's also dedicated storage for outdoor gear and seasonal items.Located steps from Hawk's hiking trails and just minutes from world-class skiing at Okemo and Killington, this turnkey mountain getaway combines comfort, convenience, and beautiful natural surroundings. 1 King, 1 Queen, 2 Twins Also available with second floor locked off. 2 bedrooms (Queen and 2 twins) and one bath for $19,800

Listed by Debra Staniscia of Four Seasons Sotheby's Int'l Realty

{$office->Name}

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

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Do not fill in this field:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.48% last updated on 2026-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

107 Blueberry Ledge Ridge Plymouth VT 05056

Plymouth, VT107 Blueberry Ledge Ridge, Unit L-45

Rental Price$19,800The price has recently decreased

For Rent

MLS Number 5088628

  • Rentals
  • Bedrooms 2
  • Bathroom 1
  • Area VT-Windsor

Seasonal Rental, $19,800 mid November '26 to mid April '27, plus $4k utility and $4k security deposit. Perched at 1,600 feet elevation between Okemo and Killington, this beautifully furnished 2-bedroom, 1-bath condo at Hawk Resort offers the perfect mountain escape--complete with everything you need to move right in. Step into an open-concept living and dining area that flows onto a private deck through glass sliders--perfect for enjoying the sunsets. The living room features soaring cathedral ceilings, a striking stone fireplace, and abundant natural light, creating a warm and inviting space to unwind after a day on the slopes or trails. The kitchen is equipped with new stainless steel appliances and everything you need for everyday living or entertaining. This condo comes fully furnished, including all furniture, kitchenware, linens, and essential household items--just bring your suitcase. There's also dedicated storage for outdoor gear and seasonal items.Located steps from Hawk's hiking trails and just minutes from world-class skiing at Okemo and Killington, this turnkey mountain getaway combines comfort, convenience, and beautiful natural surroundings. (This is actually a 3-bedroom unit without access to the second floor, but it can also be rented as a 3-br, 2-bath rental for $23,900.)

Listed by Debra Staniscia of Four Seasons Sotheby's Int'l Realty

{$office->Name}

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.48% last updated on 2026-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

163 Taconic Road Manchester VT 05254

Manchester, VT163 Taconic Road

Rental Price$12,500The price has recently decreased

For Rent

MLS Number 5020419

  • Rentals
  • Bedrooms 4
  • Bathroom 5
  • Lease Term Month
  • Address 163 Taconic Road

Exclusive Taconic Avenue walk to Village Location... Rarely found, Recently Constructed in 2002 this High Country Colonial is on one acre seamlessly blending within the historic district. Aesthetically pleasing among the area's recently restored Houses of the Hildene era, this residence meets all expectations! Deep front porch entry to soaring foyer flanked with formal rooms while the family gathering lies comfortably beyond. Rich cherry flooring throughout this gracious center hall colonial boasts a staircase rising to balconies above. Custom cherry cabinetry, built-ins and paneled chair rails that echo tradition, yet maintaining a fabulous open floor plan! Cook's Island granite kitchen with walk in pantry and butlers pantry opens to south window wall dining and "ells" to comfortable family room with center fireplace. Luxurious Main level primary suite features a marble bathroom, steam shower, and lovely soaking tub. The elegant staircase rises to a beautiful landing that leads to an office, bonus room and 3 spacious bedroom suites each with bath! Billiard room (gym) with wet bar, generous family or media room with fireplace on lower level plus additional full bath! The over-sized two car garage enters a generous mud room with separate laundry room. Witness this incredible value against the Equinox Mountain backdrop within walking distance to all Village, Equinox Pond, Burr & Burton Academy and Club amenities! Fabulous Manchester Village Rental! Available: Now!

Listed by Elizabeth Romano of Josiah Allen Real Estate, Inc.

{$office->Name}

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.48% last updated on 2026-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

303 Westview Estates Manchester VT 05255

Manchester, VT303 Westview Estates

Rental Price$11,300The price has recently decreased

For Rent

MLS Number 5003492

  • Rentals
  • Bedrooms 5
  • Bathroom 3
  • Lease Term Month
  • Address 303 Westview Estates

Gorgeous 4,432 Square Foot - 5 bedroom, 3 bath Log Home in the Heart of Manchester and the Green Mountains! You won't find a better equipped, more spacious and luxury home, located in one of the best Winter and Summer vacation spots in Vermont. 1st Floor boasts a beautiful great room with cathedral ceiling, stone fireplace seamlessly flows into an open-concept kitchen/dining area. Great for entertaining or family get togethers with a 10 seat dining room table ! Two bedrooms, laundry room and hallway bath. 2nd Floor has a nice sitting area overlooking the great room and primary bedroom with en suite bath. Ground level two bedrooms with hallway bath and game room for the kids space. Two car garage offers convenient storage for your outdoor gear. Close to all amenities in Manchester Center eating out, shopping and 9 minutes to Ski Bromley Mountain and 20 minutes to Stratton Mountain. Available: Now! Price: $11,300/ Monthly

Listed by Elizabeth Romano of Josiah Allen Real Estate, Inc.

{$office->Name}

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.48% last updated on 2026-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

36 Moses Pond Road Weston VT 05161

Weston, VT36 Moses Pond Road

Rental Price$10,000The price has recently decreased

For Rent

MLS Number 5074958

  • Rentals
  • Bedrooms 4
  • Bathroom 4
  • Lease Term Month
  • Address 36 Moses Pond Road

No need to ski out west this ski season because WE have all of the snow here on the east with an impressive snow base and seemingly endless supply heading our way this season! It's time to indulge yourself with this truly unique custom log, masterfully crafted timber peg construction mecca of mountain luxury at its finest. The views are incredible; the amenities are top shelf. The screened in back porch with a wide hearth is stunning. Steam showers, soaking tubs/jacuzzi, fireplaces with masterful masonry and plenty of room for everyone. There is a two-month minimum rental term for this lease. Dogs are allowed only with owner approval. Some furnishings are newer and not in these photos. Happy to schedule a Facetime tour.

Listed by Peggy O'Neill of Cummings & Co

{$office->Name}

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.48% last updated on 2026-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Broker Reciprocity 

Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated June 9, 2026 9:40 AM EDT

 

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